HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Oxide → 2-(4-Bromothiophen-2-yl)ethan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Oxide | HCID 6354 | — |
| Reactant | Thiophene, 2,4-dibromo- | HCID 2724560 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 2-(4-Bromothiophen-2-yl)ethan-1-ol | HCID 63968611 | — |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
To a solution of 2,4-dibromothiophene (1 g, 4.13 mmol) in anhydrous ether was added n-BuLi (1.66 mL, 4.13 mmol) at −78° C. dropwise. After stirring at −78° C. for 0.5 hr, oxirane (0.32 mL, 19.28 mmol/mL in ether) was added to the reaction mixture quickly. After stirring at 0° C. for 1.5 hr, the reaction mixture was quenched with aqueous NH4Cl solution, extracted with EtOAc, concentrated and purified to give the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08710245B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-88d86e4da1f04ab7a9afef193f30499a |
| Source note | uspto-grants-2014_04 |